Synthesis of Novel Isoxazole Derivatives as Analgesic Agents by Using Eddy’s Hot Plate Method

S. S. Sangale, Priyanka S. Kale, Rachana B. Lamkane, Ganga S. Gore, Priyanka B. Parekar, Shivraj S. Shivpuje
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Abstract

The Isoxazole ring system belongs to a much studied class of compound. In the last few decades, the chemistry of Isoxazoles and their fused heterocyclic derivatives have received considerable attention owing to their significant and effective biological activity. The present study aimed to design and synthesize novel derivatives of Isoxazole from 4-methoxy aniline gives N-(4-methoxyphenyl) acetamide which was hydrolysis with sodium hydroxide and treated aromatic aldehydes yields resultant compound N-(4-methoxyphenyl) 3-phenyl propanamide (BSM-IIIA-IIIJ). Title compound were synthesized and the structures of newly synthesized compounds were confirmed by IR, Mass and 1H-NMR spectroscopy. All the compounds synthesized were evaluated for their analgesic activity by using Eddy’s hot plate method. The compounds 5- (4-bromophenyl)-N-(4- methoxyphenyl) 4,5- dihydroisoxazole-3-amine (BSM-IIID) and 5- (4-chloro-3-nitrophenyl)-N-(4- methoxyphenyl) 4,5- dihydroisoxazole-3-amine (BSM-IIIF) were shown good analgesic activity and remaining compounds were shown poor analgesic activity.
用涡流热板法合成新型异恶唑类镇痛药
异恶唑环系是一类研究较多的化合物。在过去的几十年里,异恶唑及其融合杂环衍生物因其显著而有效的生物活性而受到了广泛的关注。以4-甲氧基苯胺为原料,设计合成异恶唑的新衍生物,得到N-(4-甲氧基苯基)乙酰胺,用氢氧化钠水解得到N-(4-甲氧基苯基)3-苯丙酰胺(BSM-IIIA-IIIJ)。合成了标题化合物,并通过IR、Mass和1H-NMR对新合成化合物的结构进行了确证。采用热板法对合成的化合物进行镇痛活性评价。化合物5-(4-溴苯基)- n -(4-甲氧基苯基)4,5-二氢异恶唑-3-胺(BSM-IIID)和5-(4-氯-3-硝基苯基)- n -(4-甲氧基苯基)4,5-二氢异恶唑-3-胺(BSM-IIIF)表现出良好的镇痛活性,其余化合物表现出较差的镇痛活性。
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